New possibilities of 2-pyranone derivatives – Thermal, optical and electrochemical properties

Kula, Sławomir; Szłapa-Kula, Agata; Krompiec, Stanisław; Schab‐Balcerzak, Ewa; Chrobok, Anna; Gancarz, Paweł; Filapek, Michał

doi:10.1016/j.mseb.2020.114820

Cited by 2 publications

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“…In 2021, Kula et al, described obtaining 2-pyranones, containing bithienyl motifs, which enabled the polimerisation of such 2-pyranones ( Scheme 251 ) [ 308 ].…”

Section: 2-pyranones For the Multisubstituted Benzene Ring And Naphthalene System Formation/creationmentioning

confidence: 99%

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Diels–Alder Cycloaddition with CO, CO2, SO2, or N2 Extrusion: A Powerful Tool for Material Chemistry

et al. 2021

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Phenyl, naphthyl, polyarylphenyl, coronene, and other aromatic and polyaromatic moieties primarily influence the final materials’ properties. One of the synthetic tools used to implement (hetero)aromatic moieties into final structures is Diels–Alder cycloaddition (DAC), typically combined with Scholl dehydrocondensation. Substituted 2-pyranones, 1,1-dioxothiophenes, and, especially, 1,3-cyclopentadienones are valuable substrates for [4 + 2] cycloaddition, leading to multisubstituted derivatives of benzene, naphthalene, and other aromatics. Cycloadditions of dienes can be carried out with extrusion of carbon dioxide, carbon oxide, or sulphur dioxide. When pyranones, dioxothiophenes, or cyclopentadienones and DA cycloaddition are aided with acetylenes including masked ones, conjugated or isolated diynes, or polyynes and arynes, aromatic systems are obtained. This review covers the development and the current state of knowledge regarding thermal DA cycloaddition of dienes mentioned above and dienophiles leading to (hetero)aromatics via CO, CO2, or SO2 extrusion. Particular attention was paid to the role that introduced aromatic moieties play in designing molecular structures with expected properties. Undoubtedly, the DAC variants described in this review, combined with other modern synthetic tools, constitute a convenient and efficient way of obtaining functionalized nanomaterials, continually showing the potential to impact materials sciences and new technologies in the nearest future.

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“…In 2021, Kula et al, described obtaining 2-pyranones, containing bithienyl motifs, which enabled the polimerisation of such 2-pyranones ( Scheme 251 ) [ 308 ].…”

Section: 2-pyranones For the Multisubstituted Benzene Ring And Naphthalene System Formation/creationmentioning

confidence: 99%

“… Synthesis and electropolymerisation of 2-pyranone containing bithienyl moieties [ 308 ]. Reagents and conditions: a = [ReBr(CO) 3 (thf)] 2 , MS4A, 180 °C, toluene, 24 h, b = next steps.…”

Section: Figure and Schemesmentioning

confidence: 99%